The Art of the Start: The Time-Tested, Battle-Hardened Guide for Anyone Starting Anything Must read book for every entrepreneur raising venture or angel capital for the first time.
Founders at Work: Stories of Startups' Early Days (Recipes: a Problem-Solution Ap) Great untold stories of the early days of well known startups from the founder's perspective. By the co-founder of Y-Combinator.
Crossing the Chasm Classic product/business strategy book.
Moneyball: The Art of Winning an Unfair Game On the surface it's a book about baseball, but there are a lot of business lessons most importantly: trust the data.
Freakonomics [Revised and Expanded]: A Rogue Economist Explores the Hidden Side of Everything Outstanding book that picks up where Moneyball leaves off: Trust the data but don't be fooled by it.
Good to Great: Why Some Companies Make the Leap... and Others Don't Everyone has read it, but it doesn't quite live up to the hype. Still worth a read.
The Tipping Point: How Little Things Can Make a Big Difference Probably should have been a white paper instead of an whole book, but still worth a read.
Long Tail, The, Revised and Updated Edition: Why the Future of Business is Selling Less of More Another one of those books that could have been a chapter, but still worth a read.
Liar's Poker: Rising Through the Wreckage on Wall Street Written as an end of an era of Wall Street excess...unfortunately predicted 20 years too soon!
Patton on Leadership Some things are lost in translation over the 60 years, but much remains.
How to Win Friends & Influence People
Designing the Obvious: A Common Sense Approach to Web Application Design
The Principles of Product Development Flow: Second Generation Lean Product Development A must read for anyone doing product development.